Second Bite Podcast

By Todd Taskey

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Category: Entrepreneurship

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Episodes: 143

Description

This is the Second Bite Podcast where we talk with top entrepreneurs and CEOs about creating valuable companies through creative transactions.

Episode Date
PE Insight Series: Green Flags in Due Diligence: Behavioral Signs of Founder Commitment
Jun 11, 2026
PE Insight Series: Non-Negotiable Attributes of a Scalable Platform Investment
Jun 04, 2026
PE Insight Series: What PE Firms Actually Change To Drive Multiple Expansion at Exit
May 28, 2026
$10M Revenue Tripled in 3 Years
May 21, 2026
They Bought Their Agency Client… Then Scaled It Into an Industry Standard
Apr 23, 2026
Take the Cash (NO Second Bite) and Start Fresh
Apr 02, 2026
Agency Collective to "Saturday Morning Call Agency" - The Agital Story
Mar 12, 2026
10 Acquisitions in 4 Years: A Blueprint for Creating a PE-Backed Powerhouse
Feb 26, 2026
How BarkleyOKRP Scaled to 700 People and Maintained Its Soul
Feb 12, 2026
From VC Bust to PE Success - The New Engen Story Part 2
Feb 05, 2026
From VC Bust to PE Success - The New Engen Story
Jan 29, 2026
Behind the Scenes of M&A - BluShark Digital & Herringbone Digital
Jan 22, 2026
A Knock at the Door Leads To "Perfect Transaction" - What's Still True 5 Years Later
Dec 11, 2025
How AI Agents Are Helping Agency Founders Create 70% Margins
Dec 04, 2025
Closed Transaction: The CTO's Perspective
Nov 27, 2025
Trust, Equity, and AI: The Surprising Deal Behind Levergy's Sale To KickCharge
Sep 18, 2025
How To Navigate Key Staff in Your Agency Exit
Sep 04, 2025
From Startup to Strategic Powerhouse: Jeff Spanbauer's Journey Through the PE Growth Machine
Jul 03, 2025
Behind the Scenes: How a "Search Funder" Acquired a Digital Agency
Jun 26, 2025
Bootstrapped to Boardroom: How Jason Hennessey & Trinity Hunt Will Impact Legal Marketing
Jun 19, 2025
Trinity Hunt and the Future of Local Digital Marketing
Jun 12, 2025
Understanding "Buy Side Banking"
May 22, 2025
When a Transaction Accelerates Growth - Avoiding Agency Building
May 15, 2025
Insider's View of a 60-Day Asset Sale
May 08, 2025
"How Did You Arrive at That Number...?"
Feb 06, 2025
Creating Winning Business Deals: A Compilation of Strategies
Jan 30, 2025
Value Created From a Process (Even Without a Transaction)
Jan 23, 2025
Founder Lessons From a CEO Whisperer
Jan 02, 2025
Lessons Learned - Selling to a HoldCo
Dec 26, 2024
[Agency Growth Advisors Series] Rapid-Fire Segment: Invaluable Resources From Agency Owners
Dec 19, 2024
Selling Your Marketing Agency - Lessons From a Remarkable Story Part 2
Dec 18, 2024
Selling Your Marketing Agency - The Remarkable Story Behind the Book Part 1
Dec 05, 2024
[Agency Growth Advisors Series] Don't Get Stuck With "Yes" People: Where Agency Owners Source Their Feedback
Nov 21, 2024
[Agency Growth Advisors Series] Lessons From the Big Dogs: What Smaller Agencies Haven't Quite Figured Out
Nov 14, 2024
Be the Roller, Join the Roller, or Get Rolled - Winning With Private Equity Part 2
Oct 31, 2024
Be the Roller, Join the Roller, or Get Rolled - Winning With Private Equity
Oct 24, 2024
What Happens When the Founder Sells to Employees?
Oct 17, 2024
[Agency Growth Advisors Series] Agency Growth Questions: A Checklist for Founders
Oct 10, 2024
Reflections (10 Years Later) Selling to a Public Holding Company
Oct 03, 2024
[Agency Growth Advisors Series] An Introduction to Agency Growth: Helping Agency Owners Identify Their Biggest Challenges
Sep 26, 2024
Lessons, Learnings & Freedom From Transaction #1
Sep 12, 2024
Will the Third Time Be the Charm???
Aug 22, 2024
PE Insight Series: What Drives TRUE Value in a Transaction?
Aug 15, 2024
PE Insight Series: Eliminating Friction in Deal Negotiations
Aug 08, 2024
PE Insight Series: The Inner Workings of an Investment Committee
Jul 25, 2024
PE Insight Series: What Kills a Deal? PE Executives Weigh In
Jul 18, 2024
PE Insight Series: First Impressions: PE Executives' Investment Criteria
Jul 11, 2024
What Makes an Acquisition Strategy Really Work?
Jul 04, 2024
From 600 Global Clients To Losing $1.1M To a Profitable Recurring Revenue Business
Jun 27, 2024
The Delicate Art of Transitioning From Founder to CEO
Jun 20, 2024
The Delicate Art of Buying Out a Partner
Jun 13, 2024
How a 33% "Roll Forward" Results in 47.8% Equity Ownership
Jun 06, 2024
How Do I Know the Timing Is Right? (Founder Question Series)
May 30, 2024
When and How Do I Disclose to My Company, Customers, and the Public? (Founder Question Series)
May 23, 2024
When Do I Bring My Management Team Into the Loop? (Founder Question Series)
May 16, 2024
Do I Have a Boss Now? (Founder Question Series)
May 09, 2024
Growing from $10M to $160M to $0 Successfully
May 02, 2024
Accelerate Don't Exit - A New Model for Founders
Apr 25, 2024
Speed M&A™ - The Evolution of Legal Support for Transactions
Mar 28, 2024
Life Lessons For Entrepreneurs from an Early Yahoo & Facebook Exec Turned Professional Comedian
Mar 21, 2024
Why a Public Company CEO Left the "Job of a Lifetime" To Work Out of His Sweaty Garage PT 2
Mar 14, 2024
Why a Public Company CEO Left the "Job of a Lifetime" To Work Out of His Sweaty Garage PT 1
Mar 07, 2024
How Agency Founders Are Accelerating Growth and Realizing "Full Value"
Feb 29, 2024
What Do Great M&A Strategists Really Seek From an Acquisition?
Feb 22, 2024
Master Class in Selecting a Private Equity Partner
Feb 15, 2024
The Path Less Traveled to CEO
Feb 09, 2024
Becoming Executive Chairman
Feb 01, 2024
Can You Really Be a "Platform Investment" at $1.25m EBITDA?
Jan 25, 2024
Lessons and Insights From a 3X Founder
Jan 18, 2024
When Everything Works Perfectly (Really)
Dec 20, 2023
How Being Strategically Acquired Accelerated This Entrepreneur's Dream & Expanded His Vision
Dec 14, 2023
Hidden Tax and Benefit Opportunities Founders Always Overlook
Nov 30, 2023
5X Return on Fee & Strategic Coup
Oct 19, 2023
What Is Mountain Top Syndrome?
Oct 12, 2023
Better Systems = Better Margins = Bigger Exit
Sep 28, 2023
Life After a Successful Exit - Opportunities, Excitement & New Challenges
Sep 21, 2023
The 5-Year Earnout That Exceeded Projections, Payouts and All Expectations
Aug 03, 2023
3 Alternatives to Rapid Growth & Value Creation
Jul 27, 2023
How "Learning Habits" Leads to PE Investment, Global Clients, and Dominance in a Micro Niche
Jul 20, 2023
First Generation Entrepreneur Executing on a $400M Vision
Jun 29, 2023
A Key Acquisition Accelerates Growth in an Abstrakt Way
Jun 08, 2023
Big Fish in a Small Pond With 700 Happy, Raving Customers
May 25, 2023
Can You Really Triple Your Business in Two Years?
May 18, 2023
How a Richard Branson Comment Motivated a Connected TV Pioneer
May 04, 2023
Master Class: How a $100M+ CEO Raised Venture Capital for a New Sports Data Company
Apr 20, 2023
Cash, Equity, a Sales Team, New Capabilities and Administrative Freedom... All After Deal #1 Failed
Mar 30, 2023
Terror, Excitement & Reward - A Bootstrapped Acquisition
Mar 23, 2023
Acqui-Hiring To Fuel Agency Double Digit Growth: A Behind the Scenes Look
Mar 16, 2023
A 14 Month Road to Clarity, Partnership, and a Successful Deal Close
Mar 09, 2023
Understanding the Advantages of an "Independent Sponsor"
Feb 22, 2023
[Year in Review] Potomac Business Capital's Partnerships and Transactions
Jan 19, 2023
How a Veterinary Roll-Up, an AT&T "Black Box," and a British Family Office Shaped a Leading Global Marketing Transformation Agency
Dec 29, 2022
Transactions That Created a Global Marketing Powerhouse Part 2
Dec 08, 2022
Transactions That Created a Global Marketing Powerhouse Part 1
Dec 03, 2022
Understanding the Impact of Science Behind Performance Marketing
Nov 24, 2022
Combining Internal Operating Partners at "Inflection Points" Creates Long Term Value
Oct 27, 2022
The Seven Year Serial Entrepreneur
Sep 22, 2022
Data & Data = Client ROI (And Super Profitable Agency)
Sep 08, 2022
Understanding How Debt Enhances PE Investment Returns
Aug 04, 2022
Understanding the Hierarchy of Private Equity & the Process Behind Repeated Investment Success
Jul 28, 2022
Creating Customer & Agency Value - A HubSpot Perspective
Jul 21, 2022
How To Become an Overnight Success in 20 Years
Jul 14, 2022
Lower Middle Market M&A in the Second Half of 2022
Jul 07, 2022
Lessons Learned From Underperforming Acquisitions
Jun 16, 2022
Exchanging a Retiring Partner for Private Equity To Fuel Growth Plans
May 26, 2022
How Power Digital Grew From $5M EBITDA to $30M in 3 Years: The Incredible Success Story of Entrepreneur & Private Equity Partnership, Part 2
Apr 21, 2022
How Power Digital Grew From $5M EBITDA to $30M in 3 Years: The Incredible Success Story of Entrepreneur & Private Equity Partnership
Apr 14, 2022
First Time Exit and Proper Positioning for Big Second Bite
Mar 31, 2022
Key Requirements for a Successful Tuck-In Acquisition
Mar 24, 2022
How the Seller Gets 90% Cash at Close and the Employees Get the Company 10 Years Later
Feb 24, 2022
The #1 Value Creation Idea From the Inc. 500 CEO Project
Feb 18, 2022
How 7-Figure License Deals Paved the Way for a Dramatic Exit
Feb 11, 2022
Successfully Selling Without "Ever Going to Market"
Jan 27, 2022
How to Recognize the "Time to Maximize Success"
Jan 20, 2022
Year in Review
Jan 13, 2022
How Entrepreneurs Recognize Opportunity When it Appears in Unusual Forms
Jan 06, 2022
All The Stuff You Wish You Knew: Common Stock, Preferred Returns, Projections, Working Capital, Non-Compete, and More
Dec 23, 2021
When Bad Things Happen to Good Entrepreneurs
Dec 16, 2021
Creating a $50M Business with a Unique Second Bite
Dec 09, 2021
From Pokemon to $250M in Office Chairs: Lessons From the Incredible Entrepreneurial Journey of a High School Student
Dec 02, 2021
Crash and Burn Lessons Create eCommerce Champion
Nov 25, 2021
How to Structure an Earn Out and Avoid Big & Expensive Mistakes
Nov 18, 2021
"Open Book Management:" The Key to Winning the Game of Business
Oct 21, 2021
Understand and Profit from The Entrepreneur's Paradox
Oct 14, 2021
From Entry Level Strategist to Company CEO to 2X Private Equity Success Story
Oct 07, 2021
College Entrepreneur to Inc 500: Insights From A Seller Turned Buyer
Sep 30, 2021
Insider View of Private Equity for Family and Founder Businesses
Sep 23, 2021
How Managing Industry Complexity Creates Niche Expertise and Valuable Agency [Going it Alone Series]
Sep 09, 2021
How This Founder Survived Near Death Before Mastering "The Game of Business" to Create (and Share) Outsized EBITDA [Going it Alone Series]
Sep 02, 2021
Sold Twice, Bought Several: The Remarkable Story Behind a $100M Digital Business
Aug 26, 2021
How an Unexpected "Knock at the Door" Resulted in a Fortune for Two First-Time Entrepreneurs
Aug 19, 2021
From Bootstrapped Agency to a Trusted Growth Accelerator for Global Brands [Going it Alone Series]
Aug 12, 2021
Winning the War for Key Executive Talent: Insider Info from a Top Executive Recruiter [CEO Support Series]
Aug 05, 2021
The Risks and Rewards of "Selling Too Soon"
Jul 29, 2021
How Rivet Logic Sold in the Middle of COVID and Birthed a Software Business - An Entrepreneur's Dream
Jul 22, 2021
Advanced Ideas That Will Increase EBITDA This Year [CEO Support Series]
Jul 15, 2021
How Two Sentences Could be the Difference in Making Another Seven Figures — or More
Jul 08, 2021
Hyper-Growth Without PE Investment [Going it Alone Series]
Jul 01, 2021
How to Successfully Prepare for a Big Transaction
Jun 24, 2021
How Focus + Focus = Outsized Valuation
Jun 23, 2021
Improving Your EBITDA with Don Keninitz of E. Cohen [CEO Support Series]
Jun 16, 2021
How to Ensure a Successful Transaction for Your Company with Michael Quint of Bluetext
Jun 16, 2021
Developing a Business Exit Strategy with Todd Taskey of Potomac Business Capital
Jun 08, 2021